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      Removal of Zearalenone and Zearalenols from Aqueous Solutions Using Insoluble Beta-Cyclodextrin Bead Polymer

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          Abstract

          Zearalenone (ZEN) is a Fusarium-derived mycotoxin, exerting xenoestrogenic effects in animals and humans. ZEN and its derivatives commonly occur in cereals and cereal-based products. During the biotransformation of ZEN, its reduced metabolites, α-zearalenol (α-ZEL) and β-zearalenol (β-ZEL), are formed; α-ZEL is even more toxic than the parent compound ZEN. Since previous studies demonstrated that ZEN and ZELs form stable complexes with β-cyclodextrins, it is reasonable to hypothesize that cyclodextrin polymers may be suitable for mycotoxin removal from aqueous solutions. In this study, the extraction of ZEN and ZELs from water, buffers, and corn beer was investigated, employing insoluble β-cyclodextrin bead polymer (BBP) as a mycotoxin-binder. Our results demonstrate that even relatively small amounts of BBP can strongly decrease the mycotoxin content of aqueous solutions (including beer). After the first application of BBP for mycotoxin binding, BBP could be completely reactivated through the elimination of ZEN from the cyclodextrin cavities by washing with a 50 v/ v% ethanol-water mixture. Therefore, our study suggests that insoluble cyclodextrin polymers may be suitable tools in the future to deplete mycotoxins from contaminated drinks.

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          Most cited references28

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          Review on the toxicity, occurrence, metabolism, detoxification, regulations and intake of zearalenone: an oestrogenic mycotoxin.

          Zearalenone (ZEA) is a mycotoxin produced mainly by fungi belonging to the genus Fusarium in foods and feeds. It is frequently implicated in reproductive disorders of farm animals and occasionally in hyperoestrogenic syndromes in humans. There is evidence that ZEA and its metabolites possess oestrogenic activity in pigs, cattle and sheep. However, ZEA is of a relatively low acute toxicity after oral or interperitoneal administration in mice, rat and pig. The biotransformation for ZEA in animals involves the formation of two metabolites alpha-zearalenol (alpha-ZEA) and beta-zearalenol (beta-ZEA) which are subsequently conjugated with glucuronic acid. Moreover, ZEA has also been shown to be hepatotoxic, haematotoxic, immunotoxic and genotoxic. The exact mechanism of ZEA toxicity is not completely established. This paper gives an overview about the acute, subacute and chronic toxicity, reproductive and developmental toxicity, carcinogenicity, genotoxicity and immunotoxicity of ZEA and its metabolites. ZEA is commonly found on several foods and feeds in the temperate regions of Europe, Africa, Asia, America and Oceania. Recent data about the worldwide contamination of foods and feeds by ZEA are considered in this review. Due to economic losses engendered by ZEA and its impact on human and animal health, several strategies for detoxifying contaminated foods and feeds have been described in the literature including physical, chemical and biological process. Dietary intakes of ZEA were reported from few countries from the world. The mean dietary intakes for ZEA have been estimated at 20 ng/kgb.w./day for Canada, Denmark and Norway and at 30 ng/kgb.w./day for the USA. The Joint FAO/WHO Expert Committee on Food Additives (JECFA) established a provisional maximum tolerable daily intake (PMTDI) for ZEA of 0.5 microg/kg of body weight.
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            Fumonisins, Trichothecenes and Zearalenone in Cereals

            Fumonisins are phytotoxic mycotoxins which are synthesized by various species of the fungal genus Fusarium such as Fusarium verticillioides (Sacc.) Nirenberg (ex F.moniliforme Sheldon) and Fusarium proliferatum. The trichothecene (TC) mycotoxins are secondary metabolites produce by species that belong to several fungal genera, especially Fusarium, Stachybotrys, Trichothecium, Trichoderma, Memnoniella and Myrothecium. Fusarium mycotoxins are widely dispersed in cereals and their products. Zearalenone (ZEA) is an estrogenic compound produced by Fusarium spp. such as F. graminearum and F. culmorum. Fumonisins, the TCs and ZEA are hazardous for human and animal health. Contamination with TCs causes a number of illnesses in human and animal such as decrease in food consumption (anorexia), depression or inhibition on immune system function and haematoxicity. The purpose of this paper is to give a review of the papers published on the field of fumonisin, TC and ZEA mycotoxins in cereals consumed in the world.
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              Highly soluble cyclodextrin derivatives: chemistry, properties, and trends in development

              L Szente (1999)
              As the first pharmaceutical products which contain highly soluble cyclodextrin (CD) derivatives (e.g. Sporanox=itraconazole/HP-beta-CD by Janssen and Clorocil=chloramphenicol/methyl-beta-CD by Oftalder) are already on the market it seems to be timely to give an overview on the technological and commercial aspects of the chemically modified water-soluble CDs as drug carriers. This chapter deals with the chemistry and general properties of water-soluble CDs and follows the trends in their development. The quality requirements of industrially relevant water-soluble CDs together with the quality-assurance-related analytical techniques, are thought help understand how difficult the characterization and approval processes of such novel excipients are. Literature data taken from Cyclolab's databank support the validity of statements in evaluation of trends of development of CD derivatives as pharmaceutical excipients.
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                Author and article information

                Journal
                Toxins (Basel)
                Toxins (Basel)
                toxins
                Toxins
                MDPI
                2072-6651
                25 May 2018
                June 2018
                : 10
                : 6
                : 216
                Affiliations
                [1 ]Department of Pharmacology, Faculty of Pharmacy, University of Pécs, Szigeti út 12, H-7624 Pécs, Hungary; faisal.zelma@ 123456gytk.pte.hu (Z.F.); af.zand@ 123456gmail.com (A.Z.)
                [2 ]János Szentágothai Research Center, University of Pécs, Ifjúság útja 20, H-7624 Pécs, Hungary; lemli.beata@ 123456gytk.pte.hu (B.L.); kunsagi-mate.sandor@ 123456gytk.pte.hu (S.K.-M.)
                [3 ]Institute of Pharmacognosy, University of Pécs, Faculty of Pharmacy, Rókus utca 2, H-7624 Pécs, Hungary; timea.bencsik@ 123456aok.pte.hu
                [4 ]Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Pécs, Rókus utca 2, H-7624 Pécs, Hungary
                [5 ]CycloLab Cyclodextrin Research & Development Laboratory, Ltd., Illatos út 7, H-1097 Budapest, Hungary; szente@ 123456cyclolab.hu
                Author notes
                [* ]Correspondence: poor.miklos@ 123456pte.hu ; Tel.: +36-536-000 (ext. 34646)
                Article
                toxins-10-00216
                10.3390/toxins10060216
                6024756
                29799507
                e1edf9a4-56d5-424f-af63-d0c5cf53c386
                © 2018 by the authors.

                Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ( http://creativecommons.org/licenses/by/4.0/).

                History
                : 17 April 2018
                : 23 May 2018
                Categories
                Article

                Molecular medicine
                zearalenone,zearalenols,beta-cyclodextrin bead polymer,toxin removal,beer
                Molecular medicine
                zearalenone, zearalenols, beta-cyclodextrin bead polymer, toxin removal, beer

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